West Pullman Holidays

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Packages with flights are ATOL protected
Price found within the past 48 hours. Click for updated prices.
  • 2 restaurants; breakfast, lunch, and dinner served
    Jul 30 - Aug 4

    LondonHouse Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (3,716 reviews)
    "Can't beat the location; it's next to Michigan Avenue and across from the Riverwalk; we'd stay there again."
    Reviewed May 21, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £2,191
    £1,595
    per traveller
    found 1 day ago
    LondonHouse Chicago, Curio Collection by Hilton
  • Terrace/patio
    Jul 30 - Aug 4

    Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight

    Downtown Chicago
    5 nights
    4.0 star property
    9.4/10 - Exceptional (2,504 reviews)
    "I’m not sure if the hotel had a lack of staff but I called for towels and never received any, the next day they brought towels shortly after I called again."
    Reviewed May 21, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £2,398
    £1,702
    per traveller
    found 1 day ago
    Sable at Navy Pier Chicago, Curio Collection by Hilton
  • Terrace/patio
    Aug 4 - Aug 9

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.6/10 - Exceptional (1,876 reviews)
    "Excellent"
    Reviewed May 21, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • Direct ORD - DUB • Direct
    £2,187
    £1,596
    per traveller
    found 7 hours ago
    Trump International Hotel & Tower Chicago
  • Seasonal outdoor pool, pool loungers
    Jul 30 - Aug 4

    Viceroy Chicago + Flight

    Downtown Chicago
    5 nights
    4.5 star property
    9.4/10 - Exceptional (1,228 reviews)
    "Nice hotel in a great location. "
    Reviewed May 15, 2026
    Return • London (LHR) - Chicago (ORD)
    LHR - ORD • 1 stop ORD - LHR • 1 stop
    £2,199
    £1,679
    per traveller
    found 1 day ago
    Viceroy Chicago
  • Front of property
    Aug 4 - Aug 9

    Waldorf Astoria Chicago + Flight

    Downtown Chicago
    5 nights
    5.0 star property
    9.4/10 - Exceptional (1,000 reviews)
    "Wonderful Hotel will definitely be looking forward to going back."
    Reviewed April 25, 2026
    Return • Dublin (DUB) - Chicago (ORD)
    DUB - ORD • Direct ORD - DUB • Direct
    £2,674
    £2,078
    per traveller
    found 7 hours ago
    Waldorf Astoria Chicago

Where to stay in West Pullman

Find the best West Pullman areas and neighborhoods for the activities you enjoy most. Learn more about West Pullman
Downtown Chicago

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Top hotels in West Pullman

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is £118 per night from 25 May to 26 May
£118
25 May - 26 May
includes taxes & fees
8/10 Very Good! (10,125 reviews)
"Excellent stay"

Reviewed on 22 May 2026

Congress Plaza Hotel
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
150 East Ontario Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is £153 per night from 25 May to 26 May
£153
25 May - 26 May
includes taxes & fees
9.4/10 Exceptional! (4,208 reviews)
"Staff very friendly, more than willing to help and/or assist in any way. Beautiful hotel, love LOVE the roof top bar and patio. BEST buffet breakfast I've had in a very long time. I will definitely be booking with this hotel chain again!"

Reviewed on 22 May 2026

Hotel Riu Plaza Chicago
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

4 out of 5
166 E Superior Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is £107 per night from 25 May to 26 May
£107
25 May - 26 May
includes taxes & fees
7.8/10 Good! (1,451 reviews)
"Valet parking was terrible and I should have received a $30 discount off of the valet parking per my reservation and they charged me the full amount. Also waited over 30mins for valet to get my car"

Reviewed on 21 May 2026

The Chicago Hotel Collection - Magnificent Mile
See all 4,064 properties in West Pullman
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a West Pullman travel package cost?
Custom make your West Pullman package from as low as . Pick from any combination of flights, hotels and rental cars to create the escape you've been dreaming of. Don't forget to add on some tours and experiences!
If I'm not able to travel, can I cancel my West Pullman travel package?
Don't worry if you're rethinking your West Pullman travel package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We totally understand your circumstances can change suddenly, so head to our Customer Service Portal if that happens. When you're ready to make changes, we're ready to help.
How do I get a cheap travel package to West Pullman?
Bundle your flight and hotel bookings, toss in extras such as a rental car or activities, and save with a West Pullman travel package. You won't just walk away with superb discounts on your getaway — you'll have plenty of choice too. When you book through Expedia, you'll have your pick of over 550 airlines and 1,000,000 properties worldwide. Your affordable holiday begins right here, right now!
Does Expedia offer Book Now, Pay Later West Pullman holidays?
Yes, we do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your trip in instalments. Simply choose the payment plan that suits you best during checkout and take the stress out of budgeting for your next trip. Be sure to bundle your flights, accommodation and car hire with Expedia to get the biggest bang for your travel buck. Consider these flexible payment options below:

  • Pay monthly holidays: Make your holiday dreams a reality sooner with Klarna's convenient monthly instalment plans. If paying small amounts each month works for you, pick this option at checkout.
  • Pay in instalments holidays: If you'd prefer to pay off your getaway across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to hit that "book now" button, go for a low deposit holiday payment plan from Klarna.

Where should I stay in West Pullman?
West Pullman has numerous terrific places to explore, including Joe Louis Residence. Stay someplace nearby and make sightseeing hassle-free.
What are the top hotels in West Pullman?
Days Inn by Wyndham Calumet Park and Kings Inn are two of the most well-known hotels in West Pullman. Why not look up the amenities and rates at each and then make a decision?
How far in advance should I book my West Pullman holiday?
Travellers can normally look up international airfares on Expedia within 12 months of the departure date. Booking at the last minute? With a stroke of luck, it's still possible to nab a cheap ticket just weeks before your flight.
What does an Expedia West Pullman travel package include?
From hotels and flights to car rentals, Expedia can help you create a West Pullman package that suits you. Heading away for a week or longer? Look into a rental car, hotel and flight bundle. If you can only manage a quick getaway, a flight and hotel deal may suit you better. Tours and activities can be added after you've booked. Our packages make it a cinch to plan and save.
What should I know before booking a West Pullman travel package?
Design deals that match your budget with an Expedia package. Flights, hotels, rental cars — we're a one-stop shop for all of them. You'll save precious cash just by bundling your bookings. Whether you're embarking on a skiing adventure or venturing someplace warm, your ideal holiday is only clicks away.
Can I choose my airline with a West Pullman Expedia travel package?
With a travel package, you're in control. Whether you'd prefer to fly to West Pullman in economy or business class, simply pick from the available airline options. Expedia has access to more than 550 airline partners globally.

Popular places to visit

Wrigley Field

Wrigley Field

4.5/5(40 reviews)

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Navy Pier

Navy Pier

4/5(127 reviews)

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier
Scene of Chicago street bridge with traffic among modern buildings of Downtown Chicago at Michigan avenue in Chicago, Illinois, United States, Business and Modern Transportation concept

Michigan Avenue

4.5/5(14 reviews)

You can find the perfect gifts to bring home when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue

Things to do

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

£20
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck - Willis Tower Admission

Skydeck - Willis Tower Admission

£32
per adult
96% of travellers recommend
Skydeck - Willis Tower Admission
Flyover in Chicago

Flyover in Chicago

£16
per child
98% of travellers recommend
Flyover in Chicago
See all activities in Chicago

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.